Modular access to substituted cyclohexanes with kinetic stereocontrol was written by Li, Yangyang;Li, Yuqiang;Shi, Hongjin;Wei, Hong;Li, Haoyang;Funes-Ardoiz, Ignacio;Yin, Guoyin. And the article was included in Science (Washington, DC, United States) in 2022.Synthetic Route of C10H16O2 This article mentions the following:
Substituted six-membered cyclic hydrocarbons are common constituents of biol. active compounds Although methods for the synthesis of thermodynamically favored, disubstituted cyclohexanes are well established, a reliable and modular protocol for the synthesis of their stereoisomers is still elusive. Herein, the authors report a general strategy for the modular synthesis of disubstituted cyclohexanes with excellent kinetic stereocontrol from readily accessible substituted methylenecyclohexanes by the implementation of chain-walking catalysis. Mechanistically, the initial introduction of a sterically demanding B ester group adjacent to the cyclohexane is key to guiding the stereochem. outcome. The synthetic potential of this methodol. was highlighted in late-stage modification of complex bioactive mols. and in comparison with current cross-coupling techniques. In the experiment, the researchers used many compounds, for example, Ethyl 4-methylenecyclohexanecarboxylate (cas: 145576-28-9Synthetic Route of C10H16O2).
Ethyl 4-methylenecyclohexanecarboxylate (cas: 145576-28-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C10H16O2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics